DE60310521D1 - METAL COMPLEXES FOR METATHESIS - Google Patents

METAL COMPLEXES FOR METATHESIS

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Publication number
DE60310521D1
DE60310521D1 DE60310521T DE60310521T DE60310521D1 DE 60310521 D1 DE60310521 D1 DE 60310521D1 DE 60310521 T DE60310521 T DE 60310521T DE 60310521 T DE60310521 T DE 60310521T DE 60310521 D1 DE60310521 D1 DE 60310521D1
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Germany
Prior art keywords
metal complexes
reactions
metathesis
relates
compounds
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
DE60310521T
Other languages
German (de)
Other versions
DE60310521T2 (en
Inventor
Walter Verpoort
Clercq Bob De
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Telene SAS
Original Assignee
Universiteit Gent
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from EP02075250A external-priority patent/EP1329455A1/en
Application filed by Universiteit Gent filed Critical Universiteit Gent
Publication of DE60310521D1 publication Critical patent/DE60310521D1/en
Application granted granted Critical
Publication of DE60310521T2 publication Critical patent/DE60310521T2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/0006Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
    • C07F15/0046Ruthenium compounds
    • C07F15/0053Ruthenium compounds without a metal-carbon linkage
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/1616Coordination complexes, e.g. organometallic complexes, immobilised on an inorganic support, e.g. ship-in-a-bottle type catalysts
    • B01J31/1625Coordination complexes, e.g. organometallic complexes, immobilised on an inorganic support, e.g. ship-in-a-bottle type catalysts immobilised by covalent linkages, i.e. pendant complexes with optional linking groups
    • B01J31/1633Coordination complexes, e.g. organometallic complexes, immobilised on an inorganic support, e.g. ship-in-a-bottle type catalysts immobilised by covalent linkages, i.e. pendant complexes with optional linking groups covalent linkages via silicon containing groups
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22Organic complexes
    • B01J31/2204Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/2208Oxygen, e.g. acetylacetonates
    • B01J31/2226Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
    • B01J31/2243At least one oxygen and one nitrogen atom present as complexing atoms in an at least bidentate or bridging ligand
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22Organic complexes
    • B01J31/2265Carbenes or carbynes, i.e.(image)
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
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    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F12/00Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
    • C08F12/02Monomers containing only one unsaturated aliphatic radical
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    • C08F12/06Hydrocarbons
    • C08F12/08Styrene
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    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F4/00Polymerisation catalysts
    • C08F4/42Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
    • C08F4/44Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
    • C08F4/60Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
    • C08F4/70Iron group metals, platinum group metals or compounds thereof
    • C08F4/7001Iron group metals, platinum group metals or compounds thereof the metallic compound containing a multidentate ligand, i.e. a ligand capable of donating two or more pairs of electrons to form a coordinate or ionic bond
    • C08F4/7003Bidentate ligand
    • C08F4/7019Monoanionic ligand
    • C08F4/7022NO
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    • C08G61/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G61/02Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
    • C08G61/04Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms
    • C08G61/06Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms prepared by ring-opening of carbocyclic compounds
    • C08G61/08Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms prepared by ring-opening of carbocyclic compounds of carbocyclic compounds containing one or more carbon-to-carbon double bonds in the ring
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    • B01J2231/00Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/10Polymerisation reactions involving at least dual use catalysts, e.g. for both oligomerisation and polymerisation
    • B01J2231/12Olefin polymerisation or copolymerisation
    • B01J2231/125Radical (co)polymerisation, e.g. mediators therefor
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    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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    • B01J2231/00Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/50Redistribution or isomerisation reactions of C-C, C=C or C-C triple bonds
    • B01J2231/54Metathesis reactions, e.g. olefin metathesis
    • B01J2231/543Metathesis reactions, e.g. olefin metathesis alkene metathesis
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    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/02Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0286Complexes comprising ligands or other components characterized by their function
    • B01J2531/0288Sterically demanding or shielding ligands
    • BPERFORMING OPERATIONS; TRANSPORTING
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    • B01J2531/821Ruthenium
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    • C08F220/16Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
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    • C08F2438/00Living radical polymerisation
    • C08F2438/01Atom Transfer Radical Polymerization [ATRP] or reverse ATRP
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    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/33Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain
    • C08G2261/332Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain containing only carbon atoms
    • C08G2261/3322Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain containing only carbon atoms derived from cyclooctene
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    • C08G2261/33Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain
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    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/40Polymerisation processes
    • C08G2261/41Organometallic coupling reactions
    • C08G2261/419Acyclic diene metathesis [ADMET]

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Polymerization Catalysts (AREA)
  • Pyrrole Compounds (AREA)
  • Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)

Abstract

This invention relates to metal complexes which are useful as catalyst components in olefin metathesis reactions, atom or group transfer radical polymerisation or addition reactions and vinylation reactions. It also relates to the direct one-step synthesis of pyrrole, furan and thiophene compounds, such as dialkyl 1H-pyrrol-1-yl methyl phosphonates, from diallyl compounds.
DE60310521T 2002-01-22 2003-01-22 METAL COMPLEXES FOR METATHESIS Expired - Lifetime DE60310521T2 (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
EP02075250A EP1329455A1 (en) 2002-01-22 2002-01-22 Metal carbene complexes, methods and intermediates for making them and their use in metathesis reactions
EP02075250 2002-01-22
US34995602P 2002-02-01 2002-02-01
US349956P 2002-02-01
PCT/BE2003/000008 WO2003062253A1 (en) 2002-01-22 2003-01-22 Metal complexes for use in metathesis

Publications (2)

Publication Number Publication Date
DE60310521D1 true DE60310521D1 (en) 2007-02-01
DE60310521T2 DE60310521T2 (en) 2007-11-08

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DE60327378T Expired - Lifetime DE60327378D1 (en) 2002-01-22 2003-01-22 Metal complexes for metathesis, atom transfer radical reactions. Addition polymerization and vinylation reactions, processes and intermediates for their preparation.
DE60310521T Expired - Lifetime DE60310521T2 (en) 2002-01-22 2003-01-22 METAL COMPLEXES FOR METATHESIS

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DE60327378T Expired - Lifetime DE60327378D1 (en) 2002-01-22 2003-01-22 Metal complexes for metathesis, atom transfer radical reactions. Addition polymerization and vinylation reactions, processes and intermediates for their preparation.

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Country Link
US (1) US7687635B2 (en)
EP (2) EP1743899B1 (en)
JP (2) JP4477879B2 (en)
AT (2) ATE429437T1 (en)
AU (1) AU2003236511B2 (en)
CA (1) CA2473029A1 (en)
DE (2) DE60327378D1 (en)
DK (2) DK1743899T3 (en)
ES (2) ES2279117T3 (en)
WO (1) WO2003062253A1 (en)
ZA (1) ZA200405685B (en)

Families Citing this family (99)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE60327378D1 (en) * 2002-01-22 2009-06-04 Telene S A S Metal complexes for metathesis, atom transfer radical reactions. Addition polymerization and vinylation reactions, processes and intermediates for their preparation.
WO2005035121A2 (en) * 2003-10-16 2005-04-21 Universiteit Gent Schiff base metal complexes for use as catalysts in organic synthesis
DE102004002178A1 (en) * 2004-01-15 2005-08-11 Ivoclar Vivadent Ag Dental matrials based on RÖMP composites
CA2554006A1 (en) * 2004-02-26 2005-09-09 Universiteit Gent Metal complexes for use in olefin metathesis and atom group transfer reactions
US20070185343A1 (en) * 2004-02-26 2007-08-09 Universiteit Gent Metal complexes for use in olefin metathesis and atom group transfer reactions
JP2006016606A (en) * 2004-05-31 2006-01-19 Nippon Zeon Co Ltd Catalyst for addition polymerization of cyclic olefin, and method for producing addition polymer of cyclic olefin by using the same
DE102004039277A1 (en) * 2004-08-13 2006-02-23 Merck Patent Gmbh At the central atom substituted immoblisierbaren ruthenium (II) catalysts, processes for their preparation and use
EP1757613B1 (en) 2005-08-22 2011-01-19 Telene SAS Multicoordinated metal complexes for use in metathesis reactions
GB0517137D0 (en) 2005-08-22 2005-09-28 Viacatt N V Multicoordinated metal complexes for use in metalthesis reactions
US8933276B2 (en) * 2006-01-19 2015-01-13 Agency For Science, Technology And Research Heterogeneous chiral catalyst
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